Tiancimycin-B

General

Type : Natural || Antibiotic || Polyketide

Chemical_Nomenclature : methyl (E)-3-[(1S,17S,20Z,24R,26S)-4,24-dihydroxy-6,13-dioxo-25-oxa-16-azahexacyclo[15.7.2.01,26.02,15.05,14.07,12]hexacosa-2,4,7,9,11,14,20-heptaen-18,22-diyn-26-yl]but-2-enoate

Canonical SMILES : CC(=CC(=O)OC)C12C3C#CC=CC#CC(C1(O2)C4=CC(=C5C(=C4N3)C(=O)C6=CC=CC=C6C5=O)O)O

InChI : InChI=1S\/C29H19NO7\/c1-15(13-22(33)36-2)28-20-11-5-3-4-6-12-21(32)29(28,37-28)18-14-19(31)23-24(25(18)30-20)27(35)17-10-8-7-9-16(17)26(23)34\/h3-4,7-10,13-14,20-21,30-32H,1-2H3\/b4-3-,15-13+\/t20-,21+,28-,29-\/m0\/s1

InChIKey : VNWTWPJYWHYMNF-PUHZCEAISA-N

Other name(s) : TNM B, TNM-B, Tiancimycin B, SCHEMBL21131367, 9VG


MW : 493.5

Formula : C29H19NO7

CAS_number :

PubChem :

UniChem :

Iuphar :

References (3)

Title : Cofactorless oxygenases guide anthraquinone-fused enediyne biosynthesis - Gui_2023_Nat.Chem.Biol__
Author(s) : Gui C , Kalkreuter E , Liu YC , Li G , Steele AD , Yang D , Chang C , Shen B
Ref : Nat Chemical Biology , : , 2023
PubMedID: 37945897
Gene_locus related to this paper: strsp-TnmK2

Title : Total Synthesis and Biological Evaluation of Tiancimycins A and B, Yangpumicin A, and Related Anthraquinone-Fused Enediyne Antitumor Antibiotics - Nicolaou_2020_J.Am.Chem.Soc_142_2549
Author(s) : Nicolaou KC , Das D , Lu Y , Rout S , Pitsinos EN , Lyssikatos J , Schammel A , Sandoval J , Hammond M , Aujay M , Gavrilyuk J
Ref : Journal of the American Chemical Society , 142 :2549 , 2020
PubMedID: 31976660

Title : Comparative Studies of the Biosynthetic Gene Clusters for Anthraquinone-Fused Enediynes Shedding Light into the Tailoring Steps of Tiancimycin Biosynthesis - Yan_2018_Org.Lett_20_5918
Author(s) : Yan X , Chen JJ , Adhikari A , Teijaro CN , Ge H , Crnovcic I , Chang CY , Annaval T , Yang D , Rader C , Shen B
Ref : Org Lett , 20 :5918 , 2018
PubMedID: 30212211